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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478979Generated: October 26, 2026

Triethylamine → 2-Dimethylaminopyridine

https://huagongshe.com/reaction/478979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethacrylic anhydrideHCID 12974—
Reactant2-Methyl-2-adamantanolHCID 136545—
ReactantTempoHCID 2724126—
SolventTolueneHCID 1140—
Product2-DimethylaminopyridineHCID 2188540%

Reaction Steps

A glass flask equipped with a stirrer, two dropping funnels, a thermometer and a Dimroth condenser was charged with 16.6 g (0.1 mol) of 2-methyl-2-adamantanol, 23.1 g (0.15 mol) of methacrylic anhydride of 97% purity which is obtained by the process of example 1, 15.7 g (0.155 mol) of triethylamine, 0.6 g (0.005 mol) of dimethylaminopyridine, 70 ml of toluene and 0.005 g of HO-TEMPO, and the mixture was heated and stirred at 50° C. for 31 hours. It was confirmed that 2-methyl-2-adamantyl methacrylate was formed in the reaction mixture in a yield of about 40%. The resultant 2-methyl-2-adamantyl methacrylate was chromatographed on silica gel to obtain 9.1 g of 2-methyl-2-adamantyl methacrylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642394B2
Source datasetuspto-grants-2003_11
ORD IDord-659aad3e821c46a8bb7a614ad8a38e1e
Source noteuspto-grants-2003_11